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Trip from Winsted, CT to New Haven, CT

Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 19, 2026 · Editorial standards

Drive Time

1h 7m

Distance

50.9 mi

82 km

Drive Score

8/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$8

one way

EV Charging

Fair

3 stations

Best Time to Leave

Save up to 16 min
4 AM
1h 2m ★
6 AM
1h 8m
8 AM
1h 18m
10 AM
1h 11m
12 PM
1h 10m
3 PM
1h 12m
5 PM
1h 18m
8 PM
1h 4m

Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.

census-designated place in Winchester, Connecticut, United States

Winsted, CT

Wikimedia Commons

Downtown New Haven, CT, CT

New Haven, CT

Wikimedia Commons

Trip Overview

If you are planning a journey from Winsted to New Haven, you are looking at a 65-mile trip that typically takes about 1 hour and 5 minutes. Because this is a relatively short distance within the Northeast, it is perfectly suited for a single-day excursion. You will navigate primarily via South Main Street, CT 8, and CT 67, keeping your transit costs manageable at approximately $10 in fuel. Since there are no mandatory stops required for this timeframe, you have the flexibility to complete the drive in one straightforward stretch. This route serves as a practical connection between these two Connecticut locales, offering a direct path for travelers who prefer to minimize time spent behind the wheel.

Main Roads

Road Distance Duration
CT 8 39.3 mi 46m
Amity Road 3.4 mi 5m
Whalley Avenue 2.9 mi 4m
Seymour Road 2.5 mi 4m
New Haven Road 1.6 mi 2m
South Main Street 0.4 mi 1m
Elm Street 0.2 mi <1m
Broadway 0.1 mi <1m
Longest stretch: CT 8 — 39.3 mi, about 46m

Turn-by-Turn Driving Directions

Step-by-step road directions between Winsted, CT and New Haven, CT.

1

Start on CT 8

102 ft · 12 sec · Park Place
2

Turn left onto US 44; CT 8; CT 183

0.4 mi · 1 min · South Main Street
3

Continue on CT 8

39 mi · 46 min · CT 8
Toward CT 8 SOUTH: Torrington, Waterbury Use the slight right lane.
4

Take the exit

0.2 mi · 31 sec
Exit 18 Toward CT 67: Seymour Use the slight right lane.
5

Keep slight left at fork

204 ft · 11 sec
Toward CT 67 East: Woodbridge Use the straight / slight left lanes.
6

Turn left onto CT 67

1.6 mi · 2 min · New Haven Road
7

Continue on CT 67

2.5 mi · 4 min · Seymour Road
8

Turn right onto CT 63

3.4 mi · 5 min · Amity Road
Use the straight / right lanes.
9

Continue on CT 63

2.9 mi · 4 min · Whalley Avenue
Use the straight / right lanes.
10

Continue on Broadway

0.1 mi · 19 sec · Broadway
Use the straight / right lanes.
11

Continue on Elm Street

0.2 mi · 33 sec · Elm Street
Use the straight / left lanes.
12

Turn right onto College Street

0.1 mi · 9 sec · College Street
Use the straight / right lanes.
13

Arrive at destination

College Street

Where to Stop

Rest stops, refuel points, and overnight suggestions along this route.

town in Connecticut, United States

Mid-route town

Meal stop

Naugatuck, CT

25 mi into the route

Best for: Lunch, fuel, and a longer reset

This sits close to the middle of the route, so it works well for the longest stop of the day.

Pacing Suggestions

Plymouth, CT

Fuel and coffee

A short stop after about 11 miles helps settle the day before fatigue starts building.

Waterbury, CT

Meal break

The midpoint is around 25.4 miles from Winsted, CT, which is a good place for a longer meal and fuel stop.

These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.

Heads-up: tricky spots

5 of 8

5 decision points cluster between mile 0 and 50.8 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

4
0 mi into trip | ~0m in | US 44; CT 8; CT 183 / South Main Street

Turn left onto US 44; CT 8; CT 183 / South Main Street

Navigation decision point

7
39.8 mi into trip | ~48m in

Take the exit toward CT 67: Seymour

Exit ramp - move to the correct lane early. Lane positioning matters here

Use the slight right lane. Exit 18 Toward CT 67: Seymour
8
40 mi into trip | ~48m in

Keep slight left at fork toward CT 67 East: Woodbridge

Highway fork - watch signs carefully. Lane positioning matters here

Use the straight / slight left lanes. Toward CT 67 East: Woodbridge
5
44.1 mi into trip | ~56m in | CT 63 / Amity Road

Turn right onto CT 63 / Amity Road

Lane positioning matters here

Use the straight / right lanes.
7
50.8 mi into trip | ~1h 7m in | College Street

Turn right onto College Street

Lane positioning matters here

Use the straight / right lanes.

Fuel & Cost

Regular Gas

$8.19 one way

$16.39 round trip

$4.09/gal 25.4 MPG avg 18 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.50 $9.02 $18.03
premium $4.86 $9.75 $19.49
diesel $5.61 $11.24 $22.48

No toll roads detected on this route.

Drive Cost (one way)

Fuel

$8

Estimated CO2 emission: 17.8 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $5 in charging · 0 stops · 67% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 15.3 0 $5.34 $2.44
Efficient EV 12.7 0 $4.45 $2.04
EV Truck/SUV 20.4 0 $7.13 $3.26

Gas CO2

18 kg

EV CO2

6 kg (67% less)

This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.

DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.

Travel Intel

Current conditions at both ends of the drive.

Forecast as of Apr 15, 2026

Origin

Winsted, CT

Late night in Winsted on Sunday

Local time

3:54 AM

EDT

Current temp

39°F

Unavailable

Live forecast

Destination

New Haven, CT

Late night in New Haven on Sunday

Local time

3:54 AM

EDT

Current temp

43°F

Unavailable

Live forecast

Time zone

Same local time

Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.

Temperature spread

4 degrees warmer at arrival

A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.

Road read

1h 7m on the road

Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.

Weather data from the National Weather Service. Conditions may change; check closer to your travel date.

What kind of drive is this?

Expect a turn-heavy local drive rather than a monotonous interstate experience, as this route features a 0% highway share. You will be navigating local roads for the entire 65-mile duration, which requires more active steering and attention than a standard highway cruise. The character of the road remains consistent throughout the trip, emphasizing a more grounded, regional pace over high-speed travel. Because the path is composed of local thoroughfares, you should anticipate a drive that feels more intimate and connected to the landscape. Prepare for a steady, winding experience that keeps you engaged with the road from start to finish.

77% highway — fuel and pacing are the main things to plan.
13 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 39.3 mi on CT 8.

How Hard Is This Drive?

6/10

This is a straightforward highway drive that stays mostly on CT 8 and Amity Road. You will hit about 8 points where you need to pay attention to lane position or signs. The trickiest moment comes early in the drive near US 44; CT 8; CT 183 / South Main Street.

Driving Effort 6/10

Moderate - straightforward overall, but long enough or busy enough to require pacing

Balances navigation complexity with total wheel time.

This drive requires moderate attention. Across 50.9 miles you will encounter 8 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.

Where does it get tricky?

The main spots that need attention: near the start (US 44; CT 8; CT 183 / South Main Street): Navigation decision point; at 39.8 miles: Exit ramp - move to the correct lane early. Lane positioning matters here; at 40 miles: Highway fork - watch signs carefully. Lane positioning matters here.

Elevation Profile

Mostly flat terrain

741 ft 39 ft

Total Climb

441 ft

Total Descent

1,107 ft

Highest Point

741 ft

~3.6 mi in

Elevation Range

702 ft

Who Is This Route For?

Weekend Trip

Doable as a same-day drive at 1h 7m. Total distance: 50.9 miles.

Family Friendly

Moderate complexity with 0 natural rest stops along the way.

Solo Traveler

1h 7m drive, comfortable solo distance.

EV Driver

0 DC fast chargers along the route. Coverage: unknown.

First-Time Driver

Mostly highway driving (77%). Some complex stretches to watch for.

Frequently Asked Questions

The longest stretch is about 39.3 miles on CT 8. The full list of main roads is in the Roads section above.

It helps. This route has a higher-than-average number of complex decision points, which get harder in the dark. If the last hour of the trip is on surface roads or mountain grades, aim to arrive at New Haven, CT before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.

Yes. At under 2 hours behind the wheel, this works well for families — plan one quick stop if you have younger kids.

The main spots that need attention: near the start (US 44; CT 8; CT 183 / South Main Street): Navigation decision point; at 39.8 miles: Exit ramp - move to the correct lane early. Lane positioning matters here; at 40 miles: Highway fork - watch signs carefully. Lane positioning matters here.

Yes — Weir Farm National Historical Park. See the National Parks section for detour distances and tips on detours.

Yes. A round trip is manageable in a single day if you plan a break at New Haven, CT before heading back.

How this page is built

Compiled by the US Trip Planner planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, EIA for fuel prices, USGS 3DEP for elevation, and NPS for national parks. See our methodology for refresh cadence and limitations.

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Explore More

Return Trip

New Haven, CT to Winsted, CT

Plan the drive back the other way.

51.2 mi 1h 9m

Explore more options from Winsted, CT or browse trips ending in New Haven, CT.

Looking for more statewide routes? Browse CT road trips.